Wind Point Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Wind Point

The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$279 per night from 3 Aug to 4 Aug
S$279
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (1,659 reviews)
"Amazing hotel . Highly recommend!"

Reviewed on 7 Jul, 2025

The Pfister Hotel
Sleep Inn & Suites Airport
Sleep Inn & Suites Airport
2.5 out of 5
4600 S 6th St, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$125 per night from 30 Jul to 31 Jul
S$125
30 Jul - 31 Jul
includes taxes & fees
8.4/10 Very Good! (1,124 reviews)
"Kind front desk service. But Needs better cleaning. The bathroon sinks, etc were dirty. And we were put in a king room that was attached by a door to the following room and we could here that rooms conversations super loud."

Reviewed on 11 Jul, 2025

Sleep Inn & Suites Airport
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 31 Jul to 1 Aug
S$192
31 Jul - 1 Aug
includes taxes & fees
9.6/10 Exceptional! (1,816 reviews)
"Stayed here while attending Summerfest! Staff was great! Service was fast and kind! Rooms were very clean and comfortable"

Reviewed on 11 Jul, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 577 properties in Wind Point
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Racine Masonic Center

Racine Masonic Center is just one of the places to see in Racine, so why not enjoy the other things to explore during your travels? Attend a sporting event while you're in the area or simply enjoy its bars.

Racine Masonic Center

Living Light Community Center

Living Light Community Center is just one of the places to see in Racine, so why not enjoy the other things to explore during your travels? Attend a sporting event while you're in the area or simply enjoy its bars.

Living Light Community Center

Colonial Park

After visiting Colonial Park, make a plan to see the other sights and activities in Racine. Stroll along the area's lakeside or simply enjoy its cafes.

Colonial Park

What to do in Wind Point

Private Downtown Milwaukee Helicopter Ride

Private Downtown Milwaukee Helicopter Ride

S$160
per adult
Private Downtown Milwaukee Helicopter Ride
Private Metal Detecting Tour to Simmons Island Beach of Kenosha

Private Metal Detecting Tour to Simmons Island Beach of Kenosha

S$51
per adult
100% of travellers recommend
Private Metal Detecting Tour to Simmons Island Beach of Kenosha
Downtown Kenosha Urban Art and Photography Walking Tour

Downtown Kenosha Urban Art and Photography Walking Tour

S$38
per adult
Downtown Kenosha Urban Art and Photography Walking Tour
See all activities in Wind Point

Frequently asked questions

How much does a Wind Point holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Wind Point costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Wind Point?
January, February and November are great times to search for cheap Wind Point holiday packages. Travelling in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Wind Point?
The ideal duration of your Wind Point holiday depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to tick off all the leading attractions and explore some hidden spots along the way.
Is it worth booking a holiday package to Wind Point?
Wind Point is a good holiday destination with attractions like Wind Point Lighthouse among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Wind Point holiday promises fun for everyone.
How to find the best Wind Point package deals?
Bagging a cheap Wind Point package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Wind Point package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Wind Point holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Wind Point escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Wind Point?
Land amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Wind Point holiday.
How to plan a trip to Wind Point?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to holiday in Wind Point.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Wind Point. Then, select a hotel that fits your budget, whether that's an economical option or a high-end retreat.
  3. Decide how long to go away for: Now that you're up to speed on Wind Point, you can figure out the perfect length of your holiday. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customised Wind Point holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.